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PPh3 Propeller Diastereomers: Bonding Motif PhPPh3 Face-On ?-Ar in Half-Sandwich Compounds [(?-Ar)LL'MPPh3].

ABSTRACT: Chiral-at-metal compounds (R Ru,S C)/(S Ru,S C)-[CyRu(1O-2N)PPh3]PF6 and (R Ru,S C)/(S Ru,S C)-[CyRu(2O-1N)PPh3]PF6 were prepared using anions 1O-2N- and 2O-1N- of the Schiff bases, derived from the hydroxynaphthaldehydes and (S)-1-phenylethylamine. The pure (R Ru,S C)-diastereomers were obtained by crystallization. In the unit cell of (R Ru,S C)-[CyRu(1O-2N)PPh3]PF6, there are three independent molecules, which differ in the propeller sense of the PPh3 ligand. Molecules [1] and [2] have (M PPh3 )-configuration and molecule [3] has (P PPh3 )-PPh3 configuration. PPh3 diastereoisomerism is discussed including other pairs of compounds, differing only in the PPh3 configuration. A conformational analysis reveals an internal stabilization inside the PPh3 ligand by a system of attractive CH/? interactions and a new bonding motif PhPPh3 face-on ?-Ar, both characteristic features of [(?-Ar)LL'MPPh3] compounds. The propeller diastereomers interconvert via a low-energy pathway and a high-energy pathway, corroborated by density functional theory calculations.

SUBMITTER: Brunner H 

PROVIDER: S-EPMC6641508 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

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PPh<sub>3</sub> Propeller Diastereomers: Bonding Motif Ph<sub>PPh<sub>3</sub></sub> Face-On π-Ar in Half-Sandwich Compounds [(π-Ar)LL'MPPh<sub>3</sub>].

Brunner Henri H   Balázs Gábor G   Tsuno Takashi T   Iwabe Haruka H  

ACS omega 20180125 1

Chiral-at-metal compounds (<i>R</i> <sub>Ru</sub>,<i>S</i> <sub>C</sub>)/(<i>S</i> <sub>Ru</sub>,<i>S</i> <sub>C</sub>)-[CyRu(1O-2N)PPh<sub>3</sub>]PF<sub>6</sub> and (<i>R</i> <sub>Ru</sub>,<i>S</i> <sub>C</sub>)/(<i>S</i> <sub>Ru</sub>,<i>S</i> <sub>C</sub>)-[CyRu(2O-1N)PPh<sub>3</sub>]PF<sub>6</sub> were prepared using anions 1O-2N<sup>-</sup> and 2O-1N<sup>-</sup> of the Schiff bases, derived from the hydroxynaphthaldehydes and (<i>S</i>)-1-phenylethylamine. The pure (<i>R</i> <sub>Ru</sub>,  ...[more]

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